2-Nitropropane → 3-Methyl-3-nitro-1,1,1-trifluorobutan-2-ol

HRID 36879

Reaktionsgleichung

Reaktionsgleichung von HRID 36879
C(O[CH:4]([OH:9])[C:5]([F:8])([F:7])[F:6])C.[N+:10]([CH:13]([CH3:15])[CH3:14])([O-:12])=[O:11].C(=O)([O-])[O-].[K+].[K+]>O>[CH3:14][C:13]([N+:10]([O-:12])=[O:11])([CH3:15])[CH:4]([OH:9])[C:5]([F:6])([F:7])[F:8]

Komponenten

5

Edukt 3

HCID 3982-NitropropaneHCID 9897Ethanol, 1-ethoxy-2,2,2-trifluoro-HCID 11430Potassium Carbonate

Produkt 1

HCID 199365423-Methyl-3-nitro-1,1,1-trifluorobutan-2-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

A mixture of triflouroacetaldehyde ethyl hemiacetal (2.58 ml), 2-nitropropane (1.81 ml) and potassium carbonate (111 mg) is stirred at 65° C. (oil bath temperature) for 6 hours followed by 2.5 days at room temperature. The reaction mixture is diluted with water (100 ml) and extracted with methylene chloride (100 ml+5×50 ml). The combined organic layers are dried over sodium sulphate and the solvent is evaporated under reduced pressure. Purification of the liquid residue by flash chromatography on silica gel (eluant n-hexane/ethylacetate 85:15) affords 3-methyl-3-nitro-1,1,1-trifluorobutan-2-ol as an oil (2.005 g)

Aufarbeitung

  1. waitfollowed by 2.5 days at room temperature
  2. extractionextracted with methylene chloride (100 ml+5×50 ml)
  3. dry with materialThe combined organic layers are dried over sodium sulphate
  4. customthe solvent is evaporated under reduced pressure
  5. customPurification of the liquid residue by flash chromatography on silica gel (eluant n-hexane/ethylacetate 85:15)

Quellen und Nachweise

ORD-Eintrag
ord-dd1d05ae442b432398f97755dff0385d
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05418238

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